Diethyl Ether → [1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazol-4-yl]methanol

HRID 349933노트

반응식

HRID 349933 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[O:12][C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:10][C:9]=1[CH2:19][O:20][C:21]1[CH:37]=[CH:36][C:24]([CH2:25][N:26]2[CH:30]=[C:29]([C:31](OCC)=[O:32])[CH:28]=[N:27]2)=[CH:23][CH:22]=1.C(OCC)C.[OH-].[Na+]>O1CCCC1>[CH3:7][C:8]1[O:12][C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[N:10][C:9]=1[CH2:19][O:20][C:21]1[CH:37]=[CH:36][C:24]([CH2:25][N:26]2[CH:30]=[C:29]([CH2:31][OH:32])[CH:28]=[N:27]2)=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 23024913ethyl 1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazole-4-carboxylate

생성물 1

HCID 69422348[1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazol-4-yl]methanol수율 92%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Lithium aluminium hydride (323 mg) was added to a mixture of ethyl 1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazole-4-carboxylate (3.55 g), diethyl ether (25 ml), and tetrahydrofuran (25 ml) at 0° C., and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into a 1N aqueous sodium hydroxide solution, which was extracted with diethyl ether. The diethyl ether layer was washed with water and then with saturated aqueous sodium chloride solution, dried (MgSO4), and then concentrated. The crystals obtained were filtrated to obtain [1-[4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzyl]-1H-pyrazol-4-yl]methanol (2.93 g, yield: 92%). This was recrystallized from ethyl acetate-hexane. Melting point: 100–101° C.

후처리

  1. extractionwas extracted with diethyl ether
  2. washThe diethyl ether layer was washed with water
  3. dry with materialwith saturated aqueous sodium chloride solution, dried (MgSO4)
  4. concentrationconcentrated
  5. customThe crystals obtained
  6. filtrationwere filtrated

출처 및 근거

ORD 기록
ord-311fe1e0398f47d5bdea9a418ce10f37
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179823B1

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